# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2020

 
data_shelxl
 
_audit_creation_method            'SHELXL-2017/1'
_shelx_SHELXL_version_number      '2017/1'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C30 H23 N5 O4'
_chemical_formula_sum             'C30 H23 N5 O4' 
_chemical_formula_weight          517.53

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0106   0.0060
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            14
_space_group_name_H-M_alt         'P 21/c'
_space_group_name_Hall            '-P 2ybc'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'
 
_cell_length_a                    15.1789(4)
_cell_length_b                    11.1406(3)
_cell_length_c                    15.2829(5)
_cell_angle_alpha                 90
_cell_angle_beta                  96.945(3)
_cell_angle_gamma                 90
_cell_volume                      2565.41(13)
_cell_formula_units_Z             4
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used                      17945
_cell_measurement_theta_min                        2.24
_cell_measurement_theta_max                        31.24
 
_exptl_crystal_description                         prism
_exptl_crystal_colour                              red
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_density_diffrn     1.340          
_exptl_crystal_F_000              1080
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.220
_exptl_crystal_size_mid           0.050
_exptl_crystal_size_min           0.040
_exptl_absorpt_coefficient_mu     0.092
_shelx_estimated_absorpt_T_min    0.980
_shelx_estimated_absorpt_T_max    0.996
_exptl_absorpt_correction_type                     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min                    0.937
_exptl_absorpt_correction_T_max                    0.996
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      0.71075
_diffrn_radiation_type            MoK\a
_diffrn_source                    'Varimax 50 kV 24 mA Rotating anode'
_diffrn_measurement_device_type                   'Rigaku Saturn724'
_diffrn_measurement_method                         ω
_diffrn_detector_area_resol_mean                   7.111
_diffrn_reflns_number             43050
_diffrn_reflns_av_unetI/netI      0.0349
_diffrn_reflns_av_R_equivalents   0.0529
_diffrn_reflns_limit_h_min        -20
_diffrn_reflns_limit_h_max        20
_diffrn_reflns_limit_k_min        -14
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        -19
_diffrn_reflns_limit_l_max        19
_diffrn_reflns_theta_min          2.268
_diffrn_reflns_theta_max          27.998
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.998
_diffrn_measured_fraction_theta_full  1.000
_diffrn_reflns_Laue_measured_fraction_max    0.998
_diffrn_reflns_Laue_measured_fraction_full   1.000
_diffrn_reflns_point_group_measured_fraction_max   0.998
_diffrn_reflns_point_group_measured_fraction_full  1.000
_reflns_number_total              6183
_reflns_number_gt                 4834
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection        'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction         'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution     'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement   'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics     'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_publication_material   'CrystalStructure 4.2.5'
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0448P)²+2.0323P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary                       direct
_atom_sites_solution_secondary                     difmap
_atom_sites_solution_hydrogens    mixed
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          6183
_refine_ls_number_parameters      385
_refine_ls_number_restraints      48
_refine_ls_R_factor_all           0.0776
_refine_ls_R_factor_gt            0.0572
_refine_ls_wR_factor_ref          0.1321
_refine_ls_wR_factor_gt           0.1221
_refine_ls_goodness_of_fit_ref    1.036
_refine_ls_restrained_S_all       1.067
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
O1 O 1.08311(9) 0.64582(14) 0.56848(11) 0.0446(4) Uani 1 1 d . U . . .
O2 O 1.04125(10) 0.67655(15) 0.42550(10) 0.0438(4) Uani 1 1 d . U . . .
O3 O 0.39838(8) 0.95367(12) 0.66178(9) 0.0308(3) Uani 1 1 d . . . . .
O4 O 0.36183(9) 0.58664(13) 0.52851(12) 0.0449(4) Uani 1 1 d . . . . .
N1 N 0.76926(14) 0.5917(2) 0.23610(14) 0.0630(7) Uani 1 1 d . . . . .
N2 N 0.52841(12) 0.78270(19) 0.26274(12) 0.0453(5) Uani 1 1 d . . . . .
N3 N 0.77089(11) 0.99523(16) 0.51025(11) 0.0347(4) Uani 1 1 d . . . . .
N4 N 0.58077(11) 1.01748(14) 0.61660(10) 0.0249(3) Uani 1 1 d . . . . .
H4NA H 0.5350(15) 1.0395(19) 0.6501(14) 0.033(6) Uiso 1 1 d . . . . .
H4NB H 0.6369(14) 1.0541(18) 0.6237(13) 0.027(5) Uiso 1 1 d . . . . .
N5 N 0.35790(9) 0.76787(14) 0.60141(11) 0.0269(3) Uani 1 1 d . . . . .
C1 C 0.92905(11) 0.64984(15) 0.51490(12) 0.0235(4) Uani 1 1 d . . . . .
C2 C 0.86162(12) 0.67766(15) 0.44866(12) 0.0242(4) Uani 1 1 d . . . . .
H2 H 0.870122 0.698755 0.390038 0.029 Uiso 1 1 calc R U . . .
C3 C 0.77823(11) 0.67013(15) 0.48088(12) 0.0238(4) Uani 1 1 d . . . . .
C4 C 0.79409(12) 0.63259(15) 0.57105(12) 0.0237(4) Uani 1 1 d . . . . .
C5 C 0.73112(13) 0.60259(17) 0.62659(14) 0.0320(5) Uani 1 1 d . . . . .
H5 H 0.671003 0.608636 0.601146 0.038 Uiso 1 1 calc R U . . .
C6 C 0.74380(14) 0.56512(18) 0.71382(15) 0.0392(5) Uani 1 1 d . . . . .
H6 H 0.690851 0.550709 0.739535 0.047 Uiso 1 1 calc R U . . .
C7 C 0.82174(15) 0.54543(18) 0.76929(15) 0.0385(5) Uani 1 1 d . . . . .
H7 H 0.813665 0.524303 0.828014 0.046 Uiso 1 1 calc R U . . .
C8 C 0.90992(14) 0.55161(16) 0.75289(13) 0.0309(4) Uani 1 1 d . . . . .
C9 C 0.93799(12) 0.58394(15) 0.67192(13) 0.0266(4) Uani 1 1 d . . . . .
H9 H 1.000408 0.580444 0.670988 0.032 Uiso 1 1 calc R U . . .
C10 C 0.89068(12) 0.62004(15) 0.59319(12) 0.0234(4) Uani 1 1 d . . . . .
C11 C 1.02469(12) 0.65657(16) 0.50832(14) 0.0284(4) Uani 1 1 d . U . . .
C12 C 1.13475(17) 0.6906(3) 0.41561(19) 0.0663(9) Uani 1 1 d . U . . .
H12A H 1.156553 0.766448 0.442602 0.080 Uiso 1 1 calc R U . . .
H12B H 1.142283 0.691165 0.352823 0.080 Uiso 1 1 calc R U . . .
H12C H 1.168453 0.623707 0.444742 0.080 Uiso 1 1 calc R U . . .
C13 C 0.69417(12) 0.70150(16) 0.43259(12) 0.0250(4) Uani 1 1 d . . . . .
C14 C 0.67396(13) 0.69401(18) 0.34289(13) 0.0311(4) Uani 1 1 d . . . . .
C15 C 0.72914(14) 0.6375(2) 0.28511(15) 0.0410(5) Uani 1 1 d . . . . .
C16 C 0.59254(14) 0.7427(2) 0.29894(13) 0.0349(5) Uani 1 1 d . . . . .
C17 C 0.62233(11) 0.75038(16) 0.48144(12) 0.0224(4) Uani 1 1 d . . . . .
C18 C 0.63514(11) 0.86079(15) 0.52559(11) 0.0188(3) Uani 1 1 d . . . . .
C19 C 0.57003(11) 0.91044(15) 0.57461(10) 0.0186(3) Uani 1 1 d . . . . .
C20 C 0.49330(11) 0.84148(15) 0.57495(11) 0.0193(3) Uani 1 1 d . . . . .
C21 C 0.48184(11) 0.73304(15) 0.53200(12) 0.0235(4) Uani 1 1 d . . . . .
C22 C 0.54435(12) 0.68464(17) 0.48369(13) 0.0280(4) Uani 1 1 d . . . . .
H22 H 0.534791 0.610356 0.453515 0.034 Uiso 1 1 calc R U . . .
C23 C 0.71284(12) 0.93190(16) 0.51749(11) 0.0223(4) Uani 1 1 d . . . . .
C24 C 0.41401(11) 0.86616(16) 0.61941(12) 0.0229(4) Uani 1 1 d . . . . .
C25 C 0.39473(12) 0.68228(17) 0.55085(14) 0.0294(4) Uani 1 1 d . . . . .
C26 C 0.27362(12) 0.75262(19) 0.63748(16) 0.0379(5) Uani 1 1 d . . . . .
H26A H 0.237999 0.690383 0.603126 0.045 Uiso 1 1 calc R U . . .
H26B H 0.239964 0.828876 0.631143 0.045 Uiso 1 1 calc R U . . .
C27 C 0.28650(17) 0.7170(2) 0.73247(18) 0.0545(7) Uani 1 1 d . . . . .
H27A H 0.318104 0.780976 0.767359 0.065 Uiso 1 1 calc R U . . .
H27B H 0.321295 0.642783 0.739330 0.065 Uiso 1 1 calc R U . . .
H27C H 0.228539 0.703927 0.752997 0.065 Uiso 1 1 calc R U . . .
C28 C 0.98194(17) 0.51383(19) 0.82557(13) 0.0414(5) Uani 0.514(5) 1 d D . P A 1
H28 H 0.959639 0.514169 0.884517 0.050 Uiso 0.514(5) 1 calc R U P A 1
C29 C 1.0564(3) 0.5799(4) 0.8263(3) 0.0473(14) Uani 0.514(5) 1 d D . P A 1
H29A H 1.087242 0.557483 0.775946 0.071 Uiso 0.514(5) 1 calc R U P A 1
H29B H 1.095390 0.565045 0.881185 0.071 Uiso 0.514(5) 1 calc R U P A 1
H29C H 1.040857 0.665277 0.822330 0.071 Uiso 0.514(5) 1 calc R U P A 1
C30 C 1.0236(4) 0.3862(5) 0.8049(4) 0.0327(11) Uani 0.514(5) 1 d D . P A 1
H30A H 1.040324 0.386567 0.744955 0.049 Uiso 0.514(5) 1 calc R U P A 1
H30B H 0.979662 0.322956 0.810043 0.049 Uiso 0.514(5) 1 calc R U P A 1
H30C H 1.076342 0.371068 0.847140 0.049 Uiso 0.514(5) 1 calc R U P A 1
C128 C 0.98194(17) 0.51383(19) 0.82557(13) 0.0414(5) Uani 0.486(5) 1 d D . P A 2
H128 H 1.040602 0.547349 0.814191 0.050 Uiso 0.486(5) 1 calc R U P A 2
C129 C 0.9741(3) 0.5150(4) 0.9237(2) 0.0274(10) Uani 0.486(5) 1 d D . P A 2
H12D H 0.952765 0.593715 0.940431 0.041 Uiso 0.486(5) 1 calc R U P A 2
H12E H 1.032381 0.499080 0.956686 0.041 Uiso 0.486(5) 1 calc R U P A 2
H12F H 0.932113 0.452811 0.937216 0.041 Uiso 0.486(5) 1 calc R U P A 2
C130 C 0.9838(4) 0.3789(4) 0.8222(4) 0.0388(14) Uani 0.486(5) 1 d D . P A 2
H13A H 1.027298 0.348532 0.869685 0.058 Uiso 0.486(5) 1 calc R U P A 2
H13B H 1.000465 0.352896 0.765195 0.058 Uiso 0.486(5) 1 calc R U P A 2
H13C H 0.924901 0.347314 0.829594 0.058 Uiso 0.486(5) 1 calc R U P A 2
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
O1 C11 1.204(3) . ?
O2 C11 1.339(2) . ?
O2 C12 1.454(2) . ?
O3 C24 1.210(2) . ?
O4 C25 1.208(2) . ?
N1 C15 1.142(3) . ?
N2 C16 1.150(3) . ?
N3 C23 1.144(2) . ?
N4 C19 1.355(2) . ?
N4 H4NA 0.94(2) . ?
N4 H4NB 0.94(2) . ?
N5 C25 1.387(2) . ?
N5 C24 1.394(2) . ?
N5 C26 1.463(2) . ?
C1 C2 1.385(3) . ?
C1 C10 1.432(2) . ?
C1 C11 1.469(2) . ?
C2 C3 1.415(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.432(3) . ?
C3 C13 1.438(3) . ?
C4 C5 1.394(2) . ?
C4 C10 1.471(2) . ?
C5 C6 1.388(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.387(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.393(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.404(3) . ?
C8 C128 1.521(3) . ?
C8 C28 1.521(3) . ?
C9 C10 1.384(3) . ?
C9 H9 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.371(3) . ?
C13 C17 1.497(2) . ?
C14 C15 1.434(3) . ?
C14 C16 1.439(3) . ?
C17 C22 1.396(2) . ?
C17 C18 1.405(2) . ?
C18 C19 1.422(2) . ?
C18 C23 1.439(2) . ?
C19 C20 1.396(2) . ?
C20 C21 1.376(2) . ?
C20 C24 1.478(2) . ?
C21 C22 1.380(2) . ?
C21 C25 1.498(2) . ?
C22 H22 0.9500 . ?
C26 C27 1.495(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.348(5) . ?
C28 C30 1.603(5) . ?
C28 H28 1.0000 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C128 C130 1.505(5) . ?
C128 C129 1.518(4) . ?
C128 H128 1.0000 . ?
C129 H12D 0.9800 . ?
C129 H12E 0.9800 . ?
C129 H12F 0.9800 . ?
C130 H13A 0.9800 . ?
C130 H13B 0.9800 . ?
C130 H13C 0.9800 . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
C11 O2 C12 114.42(19) . . ?
C19 N4 H4NA 115.6(13) . . ?
C19 N4 H4NB 119.5(13) . . ?
H4NA N4 H4NB 122.8(18) . . ?
C25 N5 C24 111.86(14) . . ?
C25 N5 C26 124.05(16) . . ?
C24 N5 C26 123.92(16) . . ?
C2 C1 C10 108.88(15) . . ?
C2 C1 C11 125.99(17) . . ?
C10 C1 C11 125.04(17) . . ?
C1 C2 C3 110.21(16) . . ?
C1 C2 H2 124.9 . . ?
C3 C2 H2 124.9 . . ?
C2 C3 C4 107.38(16) . . ?
C2 C3 C13 125.63(17) . . ?
C4 C3 C13 126.90(15) . . ?
C5 C4 C3 127.45(17) . . ?
C5 C4 C10 125.11(17) . . ?
C3 C4 C10 107.22(14) . . ?
C6 C5 C4 129.15(19) . . ?
C6 C5 H5 115.4 . . ?
C4 C5 H5 115.4 . . ?
C7 C6 C5 130.06(18) . . ?
C7 C6 H6 115.0 . . ?
C5 C6 H6 115.0 . . ?
C6 C7 C8 130.49(19) . . ?
C6 C7 H7 114.8 . . ?
C8 C7 H7 114.8 . . ?
C7 C8 C9 124.9(2) . . ?
C7 C8 C128 118.46(18) . . ?
C9 C8 C128 116.55(18) . . ?
C7 C8 C28 118.46(18) . . ?
C9 C8 C28 116.55(18) . . ?
C10 C9 C8 131.30(18) . . ?
C10 C9 H9 114.4 . . ?
C8 C9 H9 114.4 . . ?
C9 C10 C1 124.97(16) . . ?
C9 C10 C4 128.72(16) . . ?
C1 C10 C4 106.29(16) . . ?
O1 C11 O2 122.25(17) . . ?
O1 C11 C1 125.83(18) . . ?
O2 C11 C1 111.92(18) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C3 125.17(16) . . ?
C14 C13 C17 115.64(16) . . ?
C3 C13 C17 119.16(16) . . ?
C13 C14 C15 124.47(19) . . ?
C13 C14 C16 121.30(17) . . ?
C15 C14 C16 114.23(18) . . ?
N1 C15 C14 176.5(2) . . ?
N2 C16 C14 178.7(2) . . ?
C22 C17 C18 121.06(16) . . ?
C22 C17 C13 119.51(15) . . ?
C18 C17 C13 119.43(15) . . ?
C17 C18 C19 121.93(15) . . ?
C17 C18 C23 120.53(15) . . ?
C19 C18 C23 117.41(15) . . ?
N4 C19 C20 122.37(16) . . ?
N4 C19 C18 122.71(16) . . ?
C20 C19 C18 114.90(15) . . ?
C21 C20 C19 122.62(15) . . ?
C21 C20 C24 108.64(15) . . ?
C19 C20 C24 128.73(16) . . ?
C20 C21 C22 122.86(16) . . ?
C20 C21 C25 107.66(15) . . ?
C22 C21 C25 129.45(16) . . ?
C21 C22 C17 116.62(16) . . ?
C21 C22 H22 121.7 . . ?
C17 C22 H22 121.7 . . ?
N3 C23 C18 175.3(2) . . ?
O3 C24 N5 125.74(16) . . ?
O3 C24 C20 128.27(17) . . ?
N5 C24 C20 105.97(15) . . ?
O4 C25 N5 125.67(17) . . ?
O4 C25 C21 128.52(18) . . ?
N5 C25 C21 105.80(15) . . ?
N5 C26 C27 112.28(18) . . ?
N5 C26 H26A 109.1 . . ?
C27 C26 H26A 109.1 . . ?
N5 C26 H26B 109.1 . . ?
C27 C26 H26B 109.1 . . ?
H26A C26 H26B 107.9 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C8 112.5(2) . . ?
C29 C28 C30 97.8(3) . . ?
C8 C28 C30 111.6(2) . . ?
C29 C28 H28 111.4 . . ?
C8 C28 H28 111.4 . . ?
C30 C28 H28 111.4 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C130 C128 C129 92.6(3) . . ?
C130 C128 C8 105.5(3) . . ?
C129 C128 C8 125.7(2) . . ?
C130 C128 H128 110.3 . . ?
C129 C128 H128 110.3 . . ?
C8 C128 H128 110.3 . . ?
C128 C129 H12D 109.5 . . ?
C128 C129 H12E 109.5 . . ?
H12D C129 H12E 109.5 . . ?
C128 C129 H12F 109.5 . . ?
H12D C129 H12F 109.5 . . ?
H12E C129 H12F 109.5 . . ?
C128 C130 H13A 109.5 . . ?
C128 C130 H13B 109.5 . . ?
H13A C130 H13B 109.5 . . ?
C128 C130 H13C 109.5 . . ?
H13A C130 H13C 109.5 . . ?
H13B C130 H13C 109.5 . . ?
 
loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
C10 C1 C2 C3 1.4(2) . . . . ?
C11 C1 C2 C3 -175.21(16) . . . . ?
C1 C2 C3 C4 -1.6(2) . . . . ?
C1 C2 C3 C13 175.10(16) . . . . ?
C2 C3 C4 C5 -173.54(18) . . . . ?
C13 C3 C4 C5 9.8(3) . . . . ?
C2 C3 C4 C10 1.21(19) . . . . ?
C13 C3 C4 C10 -175.45(16) . . . . ?
C3 C4 C5 C6 179.5(2) . . . . ?
C10 C4 C5 C6 5.6(3) . . . . ?
C4 C5 C6 C7 -1.1(4) . . . . ?
C5 C6 C7 C8 -3.6(4) . . . . ?
C6 C7 C8 C9 1.7(4) . . . . ?
C6 C7 C8 C128 -174.5(2) . . . . ?
C6 C7 C8 C28 -174.5(2) . . . . ?
C7 C8 C9 C10 2.5(3) . . . . ?
C128 C8 C9 C10 178.80(19) . . . . ?
C28 C8 C9 C10 178.80(19) . . . . ?
C8 C9 C10 C1 -179.60(18) . . . . ?
C8 C9 C10 C4 -1.5(3) . . . . ?
C2 C1 C10 C9 177.90(17) . . . . ?
C11 C1 C10 C9 -5.5(3) . . . . ?
C2 C1 C10 C4 -0.57(19) . . . . ?
C11 C1 C10 C4 176.05(16) . . . . ?
C5 C4 C10 C9 -3.9(3) . . . . ?
C3 C4 C10 C9 -178.80(17) . . . . ?
C5 C4 C10 C1 174.50(17) . . . . ?
C3 C4 C10 C1 -0.41(19) . . . . ?
C12 O2 C11 O1 -3.2(3) . . . . ?
C12 O2 C11 C1 176.82(18) . . . . ?
C2 C1 C11 O1 170.89(19) . . . . ?
C10 C1 C11 O1 -5.2(3) . . . . ?
C2 C1 C11 O2 -9.1(3) . . . . ?
C10 C1 C11 O2 174.80(16) . . . . ?
C2 C3 C13 C14 29.4(3) . . . . ?
C4 C3 C13 C14 -154.47(19) . . . . ?
C2 C3 C13 C17 -148.39(17) . . . . ?
C4 C3 C13 C17 27.7(3) . . . . ?
C3 C13 C14 C15 9.5(3) . . . . ?
C17 C13 C14 C15 -172.60(19) . . . . ?
C3 C13 C14 C16 -171.31(18) . . . . ?
C17 C13 C14 C16 6.6(3) . . . . ?
C14 C13 C17 C22 66.9(2) . . . . ?
C3 C13 C17 C22 -115.1(2) . . . . ?
C14 C13 C17 C18 -114.23(19) . . . . ?
C3 C13 C17 C18 63.8(2) . . . . ?
C22 C17 C18 C19 0.2(3) . . . . ?
C13 C17 C18 C19 -178.65(16) . . . . ?
C22 C17 C18 C23 -175.41(17) . . . . ?
C13 C17 C18 C23 5.7(2) . . . . ?
C17 C18 C19 N4 -179.10(16) . . . . ?
C23 C18 C19 N4 -3.3(2) . . . . ?
C17 C18 C19 C20 -0.2(2) . . . . ?
C23 C18 C19 C20 175.57(15) . . . . ?
N4 C19 C20 C21 179.62(16) . . . . ?
C18 C19 C20 C21 0.7(2) . . . . ?
N4 C19 C20 C24 -1.6(3) . . . . ?
C18 C19 C20 C24 179.48(16) . . . . ?
C19 C20 C21 C22 -1.3(3) . . . . ?
C24 C20 C21 C22 179.71(17) . . . . ?
C19 C20 C21 C25 176.93(16) . . . . ?
C24 C20 C21 C25 -2.1(2) . . . . ?
C20 C21 C22 C17 1.3(3) . . . . ?
C25 C21 C22 C17 -176.57(18) . . . . ?
C18 C17 C22 C21 -0.7(3) . . . . ?
C13 C17 C22 C21 178.16(17) . . . . ?
C25 N5 C24 O3 179.75(18) . . . . ?
C26 N5 C24 O3 -4.8(3) . . . . ?
C25 N5 C24 C20 0.9(2) . . . . ?
C26 N5 C24 C20 176.34(16) . . . . ?
C21 C20 C24 O3 -177.98(18) . . . . ?
C19 C20 C24 O3 3.1(3) . . . . ?
C21 C20 C24 N5 0.79(19) . . . . ?
C19 C20 C24 N5 -178.11(16) . . . . ?
C24 N5 C25 O4 177.2(2) . . . . ?
C26 N5 C25 O4 1.8(3) . . . . ?
C24 N5 C25 C21 -2.1(2) . . . . ?
C26 N5 C25 C21 -177.54(17) . . . . ?
C20 C21 C25 O4 -176.7(2) . . . . ?
C22 C21 C25 O4 1.4(4) . . . . ?
C20 C21 C25 N5 2.6(2) . . . . ?
C22 C21 C25 N5 -179.34(19) . . . . ?
C25 N5 C26 C27 99.9(2) . . . . ?
C24 N5 C26 C27 -74.9(2) . . . . ?
C7 C8 C28 C29 -145.1(3) . . . . ?
C9 C8 C28 C29 38.4(3) . . . . ?
C7 C8 C28 C30 106.1(3) . . . . ?
C9 C8 C28 C30 -70.4(3) . . . . ?
C7 C8 C128 C130 80.0(4) . . . . ?
C9 C8 C128 C130 -96.5(4) . . . . ?
C7 C8 C128 C129 -25.0(3) . . . . ?
C9 C8 C128 C129 158.5(3) . . . . ?
 
_refine_diff_density_max    0.368
_refine_diff_density_min   -0.320
_refine_diff_density_rms    0.051



